In one embodiment a transportation request for a sightseeing trip is received from a computing device of a passenger, wherein the transportation request identifies a plurality of sightseeing attractions. One or more drivers are selected, based on availability data associated with a plurality of drivers, to transport the passenger to the plurality of sightseeing attractions. Navigational data is transmitted to the one or more drivers to enable the one or more drivers to transport the passenger to the plurality of sightseeing attractions.